I ended up looking at the Core Foundation (after all, NSBundle is based on CFBundle) source code and figured out where was the problem. So..
The function in charge of gathering the info.plist content is CFBundleGetInfoDictionary. This is called anytime an information theoretically contained in the plist is requested.
Looking at CFBundle.c, the implementation of CFBundleGetInfoDictionary checks whether the _infoDict field of the bundle is initialized and in case it's not, it initializes it:
if (!bundle->_infoDict) bundle->_infoDict = _CFBundleCopyInfoDictionaryInDirectoryWithVersion(CFGetAllocator(bundle), bundle->_url, bundle->_version);
By calling that function on my CFBundle I didn't have any luck, so I guessed something wrong must have been happening in _CFBundleCopyInfoDictionaryInDirectoryWithVersion.
Looking at the source code, I noticed that, depending on the bundle->_version, a different path is used to search the info plist. The version in this case depends on the dir structure used to setup the bundle. To be exact, my version was 0, because, as specified in the function _CFBundleURLLooksLikeBundleVersion (used during bundle initialization), bundle with the Resources dir are this:
// check for existence of "Resources" or "Contents" or "Support Files"
// but check for the most likely one first
// version 0: old-style "Resources" bundles
// version 1: obsolete "Support Files" bundles
// version 2: modern "Contents" bundles
// version 3: none of the above (see below)
// version 4: not a bundle (for main bundle only)
So, to finish the story, the base URL of the Info.plist is initialized in _CFBundleCopyInfoDictionaryInDirectoryWithVersion based on the version 0
infoURLFromBase = _CFBundleInfoURLFromBase0;
that is defined as:
#define _CFBundleInfoURLFromBase0 CFSTR("Resources/Info.plist")
Soooo... I've put my Info.plist in the Resources dir and not outside and now it works.
I guess I'm somehow an idiot for having done all this trip, given that this stuff is probably written somewhere in the doc, but I couldn't find it :(